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- PMID: 10552699
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Article: Isomerization of trans-astaxanthin to cis-isomers in organic solvents
Title | Isomerization of trans-astaxanthin to cis-isomers in organic solvents |
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Authors | |
Keywords | Astaxanthin Cis-trans isomerization Organic solvent |
Issue Date | 1999 |
Publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/jafcau |
Citation | Journal Of Agricultural And Food Chemistry, 1999, v. 47 n. 9, p. 3656-3660 How to Cite? |
Abstract | The isomerization of trans-astaxanthin to cis-isomers in organic solvents was investigated. trans-Astaxanthin was dissolved in dimethyl sulfoxide, dichloromethane, chloroform, acetone, methanol, acetonitrile, and a mixture of dichloromethane and methanol (25:75) respectively, and heated at 35 °C followed by analyzing cis- and trans-astaxanthins in the solutions using HPLC. The isomerization rates of trans-astaxanthin were dependent on the solvent, and the following order was found: dichloromethane > chloroform > the mixture of dichloromethane and methanol (25:75) > methanol > acetonitrile > acetone > dimethyl sulfoxide. In different solvents, the relative contents of 9-cis and 13-cis-astaxanthins formed during isomerization were different. In all solvents, 13-cis-isomer was the main cis-isomer from trans-astaxanthin, trans-Astaxanthin dissolved in dichloromethane or chloroform was very readily isomerized to cis-isomers, especially for dichloromethane, in which a maximum isomerization percentage was found and an equilibrium practically was reached after an appropriate time interval. Results also indicated that a higher temperature could promote markedly the isomerization of trans-astaxanthin. |
Persistent Identifier | http://hdl.handle.net/10722/178651 |
ISSN | 2021 Impact Factor: 5.895 2020 SCImago Journal Rankings: 1.203 |
ISI Accession Number ID | |
References |
DC Field | Value | Language |
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dc.contributor.author | Yuan, JP | en_US |
dc.contributor.author | Chen, F | en_US |
dc.date.accessioned | 2012-12-19T09:48:56Z | - |
dc.date.available | 2012-12-19T09:48:56Z | - |
dc.date.issued | 1999 | en_US |
dc.identifier.citation | Journal Of Agricultural And Food Chemistry, 1999, v. 47 n. 9, p. 3656-3660 | en_US |
dc.identifier.issn | 0021-8561 | en_US |
dc.identifier.uri | http://hdl.handle.net/10722/178651 | - |
dc.description.abstract | The isomerization of trans-astaxanthin to cis-isomers in organic solvents was investigated. trans-Astaxanthin was dissolved in dimethyl sulfoxide, dichloromethane, chloroform, acetone, methanol, acetonitrile, and a mixture of dichloromethane and methanol (25:75) respectively, and heated at 35 °C followed by analyzing cis- and trans-astaxanthins in the solutions using HPLC. The isomerization rates of trans-astaxanthin were dependent on the solvent, and the following order was found: dichloromethane > chloroform > the mixture of dichloromethane and methanol (25:75) > methanol > acetonitrile > acetone > dimethyl sulfoxide. In different solvents, the relative contents of 9-cis and 13-cis-astaxanthins formed during isomerization were different. In all solvents, 13-cis-isomer was the main cis-isomer from trans-astaxanthin, trans-Astaxanthin dissolved in dichloromethane or chloroform was very readily isomerized to cis-isomers, especially for dichloromethane, in which a maximum isomerization percentage was found and an equilibrium practically was reached after an appropriate time interval. Results also indicated that a higher temperature could promote markedly the isomerization of trans-astaxanthin. | en_US |
dc.language | eng | en_US |
dc.publisher | American Chemical Society. The Journal's web site is located at http://pubs.acs.org/journal/jafcau | en_US |
dc.relation.ispartof | Journal of Agricultural and Food Chemistry | en_US |
dc.subject | Astaxanthin | - |
dc.subject | Cis-trans isomerization | - |
dc.subject | Organic solvent | - |
dc.subject.mesh | Kinetics | en_US |
dc.subject.mesh | Models, Molecular | en_US |
dc.subject.mesh | Solvents | en_US |
dc.subject.mesh | Spectrophotometry | en_US |
dc.subject.mesh | Stereoisomerism | en_US |
dc.subject.mesh | Xanthophylls | en_US |
dc.subject.mesh | Beta Carotene - Analogs & Derivatives - Chemistry | en_US |
dc.title | Isomerization of trans-astaxanthin to cis-isomers in organic solvents | en_US |
dc.type | Article | en_US |
dc.identifier.email | Chen, F: sfchen@hku.hk | en_US |
dc.identifier.authority | Chen, F=rp00672 | en_US |
dc.description.nature | link_to_subscribed_fulltext | en_US |
dc.identifier.doi | 10.1021/jf981319u | en_US |
dc.identifier.pmid | 10552699 | - |
dc.identifier.scopus | eid_2-s2.0-0032818389 | en_US |
dc.identifier.hkuros | 52966 | - |
dc.relation.references | http://www.scopus.com/mlt/select.url?eid=2-s2.0-0032818389&selection=ref&src=s&origin=recordpage | en_US |
dc.identifier.volume | 47 | en_US |
dc.identifier.issue | 9 | en_US |
dc.identifier.spage | 3656 | en_US |
dc.identifier.epage | 3660 | en_US |
dc.identifier.isi | WOS:000082702600029 | - |
dc.publisher.place | United States | en_US |
dc.identifier.scopusauthorid | Yuan, JP=7403401467 | en_US |
dc.identifier.scopusauthorid | Chen, F=7404907980 | en_US |
dc.identifier.issnl | 0021-8561 | - |